A Catalytic Construction of Indoles via Formation of Ruthenium Vinylidene Species from N‐Arylynamides. Issue 4 (30th December 2020)

• Record Type: Journal Article
• Authors: Tayu, Masanori; Watanabe, Ryuta; Isogi, Satoshi; Saito, Nozomi
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 4(2021)
• Page Start: 1147
• Page End: 1151
• Publication Date: 2020-12-30
• Subjects: Ynamide -- Ruthenium -- Vinylidene -- Indole -- Cyclization; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001342
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Treatment of ynamides with a catalytic amount of TpRuCl(PPh3 )2 resulted in the construction of indole scaffolds known as privileged structure motifs. This reaction involved a cascade of 1, 2‐rearrangement and cyclization carrying out C−C bond formation via a ruthenium vinylidene intermediate, as revealed by a deuterium‐labeling experiments. Furthermore, the transformation of multi‐functionalized ynamide, derived from a practical drug molecule, showed a high functional group tolerance of this reaction. Abstract :